Oh the wonders of the Outlook polugin... :) We have had so many issues with it, but that is a story for another day.
If the logo appears in your outlook ribbon, the plugin should be fine as it relates to Outlook. The error message you received may be due to your email add-in license being revoked. It may also be due to your plugin version.
In either case you will need to talk to your admin or make a trip to the admin section. Under Integration then Sales Insight, look to see if your name is listed. If it is, resend an invitation and follow the instructions. If it isn't create a new license and follow the instructions in the invite.
I hope this helps!